Detailed information for compound 375272

Basic information

Technical information
  • TDR Targets ID: 375272
  • Name: methyl (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[4 -[[(4-sulfamoylbenzoyl)amino]methyl]triazol-1 -yl]oxane-2-carboxylate
  • MW: 471.442 | Formula: C17H21N5O9S
  • H donors: 5 H acceptors: 9 LogP: -2.59 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)[C@H]1O[C@@H](n2nnc(c2)CNC(=O)c2ccc(cc2)S(=O)(=O)N)[C@@H]([C@H]([C@@H]1O)O)O
  • InChi: 1S/C17H21N5O9S/c1-30-17(27)14-12(24)11(23)13(25)16(31-14)22-7-9(20-21-22)6-19-15(26)8-2-4-10(5-3-8)32(18,28)29/h2-5,7,11-14,16,23-25H,6H2,1H3,(H,19,26)(H2,18,28,29)/t11-,12-,13+,14-,16+/m0/s1
  • InChiKey: IGHVSONBMNVCSR-JHZZJYKESA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • methyl (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[4-[[(4-sulfamoylbenzoyl)amino]methyl]triazol-1-yl]tetrahydropyran-2-carboxylate
  • (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[4-[[[oxo-(4-sulfamoylphenyl)methyl]amino]methyl]-1-triazolyl]-2-tetrahydropyrancarboxylic acid methyl ester
  • methyl (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[4-[[(4-sulfamoylphenyl)carbonylamino]methyl]-1,2,3-triazol-1-yl]oxane-2-carboxylate
  • (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[4-[[(4-sulfamoylbenzoyl)amino]methyl]triazol-1-yl]tetrahydropyran-2-carboxylic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens carbonic anhydrase II Starlite/ChEMBL References
Homo sapiens carbonic anhydrase XIV Starlite/ChEMBL References
Homo sapiens carbonic anhydrase XII Starlite/ChEMBL References
Homo sapiens carbonic anhydrase IX Starlite/ChEMBL References
Homo sapiens carbonic anhydrase I Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania braziliensis carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma cruzi carbonic anhydrase-like protein, putative Get druggable targets OG5_127628 All targets in OG5_127628
Loa Loa (eye worm) carbonic anhydrase 3 Get druggable targets OG5_127628 All targets in OG5_127628
Schistosoma japonicum ko:K01672 carbonic anhydrase [EC4.2.1.1], putative Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma cruzi carbonic anhydrase-like protein, putative Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma brucei gambiense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Brugia malayi Eukaryotic-type carbonic anhydrase family protein Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania mexicana carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania donovani carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Echinococcus granulosus carbonic anhydrase II Get druggable targets OG5_127628 All targets in OG5_127628
Brugia malayi Putative carbonic anhydrase 5 precursor Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania infantum carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma congolense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma congolense carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Leishmania major carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase Get druggable targets OG5_127628 All targets in OG5_127628
Echinococcus multilocularis carbonic anhydrase II Get druggable targets OG5_127628 All targets in OG5_127628
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) Get druggable targets OG5_127628 All targets in OG5_127628
Trypanosoma brucei carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carbonic anhydrase like protein 2 precursor carbonic anhydrase II 260 aa 259 aa 32.0 %
Trypanosoma cruzi carbonic anhydrase-like protein, putative carbonic anhydrase XII 354 aa 295 aa 23.1 %
Trypanosoma brucei carbonic anhydrase-like protein carbonic anhydrase I 261 aa 281 aa 25.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.2342 0.4679 0.4679
Schistosoma mansoni carbonic anhydrase-related 0.0168 0.0251 0.0251
Echinococcus granulosus carbonic anhydrase 0.0168 0.0251 0.0251
Schistosoma mansoni hypothetical protein 0.0168 0.0251 0.0251
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0152 0.0219 0.0219
Trypanosoma cruzi C-8 sterol isomerase, putative 0.2342 0.4679 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0152 0.0219 0.0219
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0281 0.0483 0.0483
Loa Loa (eye worm) carbonic anhydrase 3 0.0281 0.0483 0.0483
Schistosoma mansoni vesicular acetylcholine transporter 0.4955 1 1
Onchocerca volvulus Vesicular acetylcholine transporter homolog 0.4955 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0009 0.0009
Brugia malayi ERG2 and Sigma1 receptor like protein 0.2342 0.4679 0.4679
Loa Loa (eye worm) hypothetical protein 0.0152 0.0219 0.0219
Echinococcus multilocularis carbonic anhydrase 0.0168 0.0251 0.0251
Loa Loa (eye worm) norepinephrine transporter 0.0152 0.0219 0.0219
Loa Loa (eye worm) hypothetical protein 0.0152 0.0219 0.0219
Echinococcus multilocularis carbonic anhydrase 0.0168 0.0251 0.0251
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0168 0.0251 0.0251
Schistosoma mansoni sodium/chloride dependent transporter 0.0152 0.0219 0.0219
Loa Loa (eye worm) hypothetical protein 0.0049 0.0009 0.0009
Loa Loa (eye worm) hypothetical protein 0.1197 0.2348 0.2348
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0009 0.0009
Echinococcus granulosus serotonin transporter 0.0152 0.0219 0.0219
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0168 0.0251 0.0251
Loa Loa (eye worm) hypothetical protein 0.0168 0.0251 0.0251
Toxoplasma gondii hypothetical protein 0.0168 0.0251 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0009 0.0009
Echinococcus multilocularis carbonic anhydrase 0.0168 0.0251 0.0251
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0281 0.0483 0.0483
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0281 0.0483 0.0483
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0168 0.0251 0.0251
Loa Loa (eye worm) serotonin transporter b 0.0152 0.0219 0.0219
Loa Loa (eye worm) solute carrier family 6 member 4 0.0152 0.0219 0.0219
Echinococcus granulosus carbonic anhydrase 0.0168 0.0251 0.0251
Echinococcus granulosus vesicular acetylcholine transporter 0.4955 1 1
Loa Loa (eye worm) hypothetical protein 0.0168 0.0251 0.0251
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0168 0.0251 0.0251
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0168 0.0251 0.0251
Echinococcus multilocularis vesicular acetylcholine transporter 0.4955 1 1
Echinococcus multilocularis carbonic anhydrase II 0.0281 0.0483 0.0483
Plasmodium falciparum carbonic anhydrase 0.0168 0.0251 0.5
Echinococcus multilocularis serotonin transporter 0.0152 0.0219 0.0219
Echinococcus granulosus carbonic anhydrase 0.0168 0.0251 0.0251
Schistosoma mansoni carbonic anhydrase-related 0.0168 0.0251 0.0251
Trypanosoma brucei C-8 sterol isomerase, putative 0.2342 0.4679 1
Echinococcus granulosus carbonic anhydrase II 0.0281 0.0483 0.0483
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0281 0.0483 0.0483
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0281 0.0483 0.0483
Treponema pallidum sodium- and chloride- dependent transporter 0.0152 0.0219 0.5
Loa Loa (eye worm) hypothetical protein 0.0168 0.0251 0.0251
Schistosoma mansoni carbonic anhydrase-related 0.0168 0.0251 0.0251
Leishmania major C-8 sterol isomerase-like protein 0.2342 0.4679 1
Schistosoma mansoni carbonic anhydrase 0.0168 0.0251 0.0251
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0168 0.0251 0.0251
Loa Loa (eye worm) hypothetical protein 0.0152 0.0219 0.0219
Loa Loa (eye worm) vesicular acetylcholine transporter unc-17 0.4955 1 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 23 nM Inhibition of human cloned CA9 catalytic domain by CO2 hydration method ChEMBL. 17064072
Ki (binding) = 23 nM Inhibition of human cloned CA9 catalytic domain by CO2 hydration method ChEMBL. 17064072
Ki (binding) = 105 nM Inhibion of human recombinant CA14 by CO2 hydration assay ChEMBL. 17157501
Ki (binding) = 105 nM Inhibion of human recombinant CA14 by CO2 hydration assay ChEMBL. 17157501
Ki (binding) = 378 nM Inhibition of human cloned CA2 by CO2 hydration method ChEMBL. 17064072
Ki (binding) = 378 nM Inhibition of human cloned CA2 by CO2 hydration method ChEMBL. 17064072
Ki (binding) = 388 nM Inhibion of human recombinant CA12 by CO2 hydration assay ChEMBL. 17157501
Ki (binding) = 388 nM Inhibion of human recombinant CA12 by CO2 hydration assay ChEMBL. 17157501
Ki (binding) = 2400 nM Inhibition of human cloned CA1 by CO2 hydration method ChEMBL. 17064072
Ki (binding) = 2400 nM Inhibition of human cloned CA1 by CO2 hydration method ChEMBL. 17064072
Ratio Ki (binding) = 4.6 Selectivity for human recombinant CA9 over human recombinant CA14 ChEMBL. 17157501
Ratio Ki (binding) = 16.4 Selectivity for human CA9 over CA2 ChEMBL. 17064072
Ratio Ki (binding) = 16.4 Selectivity for human recombinant CA9 over human recombinant CA2 ChEMBL. 17157501
Ratio Ki (binding) = 16.8 Selectivity for human recombinant CA9 over human recombinant CA12 ChEMBL. 17157501
Ratio Ki (binding) = 104.3 Selectivity for human CA9 over CA1 ChEMBL. 17064072

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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